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New Cobra Python, Chaparral Cuddy Cabin boats for sale

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    17 boats
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      2026 Chaparral 21 SSi OB In Stock Trailer included

      $70,595

      $526/mo*

      Chesapeake, VA | Centerville Waterway Marina

      • 2026 Chaparral 21 SSi OB In Stock Trailer included
      • 2026 Chaparral 21 SSi OB In Stock Trailer included
      • 2026 Chaparral 21 SSi OB In Stock Trailer included
      • 2026 Chaparral 21 SSi OB In Stock Trailer included
      Dealer Logo

      2026 Chaparral 19 SSi OB

      $56,520

      $421/mo*

      Indianapolis, IN 46219 | Just Add Water Boats, LLC

      • 2026 Chaparral 19 SSi OB
      • 2026 Chaparral 19 SSi OB
      • 2026 Chaparral 19 SSi OB
      • 2026 Chaparral 19 SSi OB
      Dealer Logo

      2026 Chaparral 21 SSi OB In Stock Trailer Included

      $70,315

      $524/mo*

      Chesapeake, VA | Centerville Waterway Marina

      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
      Dealer Logo
      • 2026 Chaparral 19 SSi OB

        $56,520

        $421/mo*

        Indianapolis, IN 46219 | Just Add Water Boats

        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 21 SSI Sport

          $68,440

          $510/mo*

          Belle Vernon, PA 15012 | Smitty's Marina

          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport

            $68,765

            $512/mo*

            Belle Vernon, PA 15012 | Smitty's Marina

            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 23 SSI SPORT

              Request a Price

              Belle Vernon, PA 15012 | Smitty's Marina

              2026 Chaparral 23 SSI SPORT

              2026 Chaparral 21 SSi OB In Stock Trailer included

              $70,595

              ↓ Price Drop

              $526/mo*

              Chesapeake, VA | Centerville Waterway Marina

              • 2026 Chaparral 21 SSi OB In Stock Trailer included
              • 2026 Chaparral 21 SSi OB In Stock Trailer included
              • 2026 Chaparral 21 SSi OB In Stock Trailer included
              • 2026 Chaparral 21 SSi OB In Stock Trailer included
              • 2026 Chaparral 21 SSI Sport

                Request a Price

                Belle Vernon, PA 15012 | Smitty's Marina

                2026 Chaparral 21 SSI Sport
                • 2026 Chaparral 21 SSI Sport

                  Request a Price

                  Belle Vernon, PA 15012 | Smitty's Marina

                  2026 Chaparral 21 SSI Sport
                  • 2026 Chaparral 270 OSX In stock call for best deal

                    $214,399

                    $1,597/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal

                    2026 Chaparral SSi 23 In Stock Trailer included

                    $92,300

                    ↓ Price Drop

                    $688/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included

                    2026 Chaparral 21 SSi OB In Stock Traier included

                    $68,470

                    ↓ Price Drop

                    $510/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral 21 SSi OB In Stock Traier included
                    • 2026 Chaparral 21 SSi OB In Stock Traier included
                    • 2026 Chaparral 21 SSi OB In Stock Traier included
                    • 2026 Chaparral 21 SSi OB In Stock Traier included

                    2026 Chaparral 21 SSi OB In stock trailer included

                    $70,175

                    ↓ Price Drop

                    $523/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral 21 SSi OB In stock trailer included
                    • 2026 Chaparral 21 SSi OB In stock trailer included
                    • 2026 Chaparral 21 SSi OB In stock trailer included
                    • 2026 Chaparral 21 SSi OB In stock trailer included
                    • 2025 Chaparral 23 SSi OB In Stock trailer included

                      $85,998

                      $641/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included

                      2026 Chaparral 21 SSi OB In Stock Trailer Included

                      $70,315

                      ↓ Price Drop

                      $524/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                      • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                      • 2026 Chaparral 21 SSi OB In Stock Trailer Included

                      2026 Chaparral 23 SSi OB In Stock Trailer included

                      $91,475

                      ↓ Price Drop

                      $681/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      • 2026 Chaparral 23 SSi OB In Stock Trailer included
                      • 2026 Chaparral 23 SSi OB In Stock Trailer included
                      • 2026 Chaparral SSi 21

                        $71,555

                        $533/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        2026 Chaparral SSi 21

                        2026 Chaparral 23 SSi OB In stock Trailer included

                        $94,070

                        ↓ Price Drop

                        $701/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2024 Chaparral 310 OSX

                          Request a Price

                          Harrison Township, MI 48045 | Sun Sport Marine

                          • 2024 Chaparral 310 OSX
                          • 2024 Chaparral 310 OSX
                          • 2024 Chaparral 310 OSX
                          • 2024 Chaparral 310 OSX
                          • 2026 Chaparral 23 SSi OB In Stock Trailer included

                            $91,475

                            $681/mo*

                            Chesapeake, VA | Centerville Waterway Marina

                            • 2026 Chaparral 23 SSi OB In Stock Trailer included
                            • 2026 Chaparral 23 SSi OB In Stock Trailer included
                            Dealer Logo
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